Sulfur colors.



UNITED STATES I MAX BUFF, OF VOHWINKEL, NEAR ELBERFELD, AND ALFREDTHAUSS,

i sure NEAR COLOGNE, GERIVLANY, ASSIGNORS TO SYNTHETIC PATENTS CO. INC.,0F NEW YORK, N..Y., A CORPORATION OF NEW YORK.

SULFUR coLoRs. I

No Drawing.

To all whom it may concern Be it known that we, MAX Born and ALFREDTIIAUSS, doctors of pholosophy, chemists, citizens of: the GermanEmpire, residing, respectively, at Vohwinkel, near Elberfeld and Deutznear Colo ne German (R includes hydrogen and alkyl; X means an oxyarylof the benzene series) or the corresponding indophenols. The newindophenols or leucolndophenols used for this manufacture'can beobtained by treating in an acid solution with oxidizing agents, such assodium bichron'iate, an equi-molecular mixture of tetral'iydro-al'um-naphthylamin or its inonoor dialkylatcd derivatives andpara-aminophenol or its substitution products. Thel8flCOlnClO}')l1G110lS can bcol'itaincd from the indophenols byreduction. The newindophenols all contain the tetrahydrm naphthalenenucleus attached to amino groups and have the partial formula derivedfrom para-aminophenol are soluble with a blue, those derived fromchloro-para- Specification of Letters Patent.

Patented Mar. 14., 1916.

Application filed November 13,1914. Serial No. 872,006.

aminophei-lols with a violet-red. coloration. he new dyes are afterbeing dried and pulverized bark blue powders yielding dye-vats with ahot solution of sodium sulfid they are soluble in concentrated sulfuricacid generally with a blue coloration and dye cotton in blue shadesdistinguished by their fastness to boiling.

In order to illustrate the new process more fully the following exampleis given, the

parts being by wcigl'1t: -85 parts of calcined sodium sulfid (60 percent. Na s), 70 parts of pulverized, sul'lur. 25.5 parts of theleucoindophcnol obtained from tetrahydroalphanaphthylamin andpara-an'1inophenol) havingmost probably the formula:

I N H and 300 parts of alcohol are boiled during 70-80 hours in a vesselprovided with a reflux condenser. The. alcohol is then distilled oil.the residue treated with hot water, filtered ofi and washed with hotwater and then with a boiling solution of sodium sulfid. The newcoloring; matter is after being dried .and pulvra'ized a dark bluepowder. It is soluble in concentrated sulfuric acid with a reddish-bluecoloration. It dyes cotton from a hydrosuliite rat in pure reddish-blueshades fast to boiling. in the same way other of the above mentionedleucoi ldophenols or indophenols may be used, c. g. that obtained frompara-anlinophenol and ethyl-alpha-naphthylamin or indophenols fromhalogenated para-aminophcnois, etc. P21l'ilHilllll()-()l"tll0(l'QS0l,dichloro-parahumimuuhcnol.

The abo e mentioned quantities of sodium sullid and of sulfur as well asthe temperature and the duration of the reaction can be varied withinwide limits.

We claim 1. The herein described new sulfur'dyes' (R includes hydrogenand alkyl; X means are after being dried and pulverized dark an oxyarylof the benzene series) which blue powders yielding dye-vats with a hotsolution of sodium sulfid, being soluble in concentrated sulfuric acidgenerally with a bluish coloration; and dyeing unmordanted cotton blueshades fast to boiling, substantially as described,

3. The herein described new sulfur dyes being sulfur containingderivatives of leu-' coindophenols of the formula:

f'Y'i n (R includes hydrogen and alkyl; X means an oxyaryl ofthe-benzene series) which are after being dried and pulverized dark bluepowders yielding dve-vats with a hot solution of' sodium sulfid, beingsoluble in concentrated sulfuric acid generally with a bluishcoloration; and dyeing unmordanted cotton blue shades fast to boiling,substan tially as described.

4. The herein described new sulfur dyes beingisulfur containingderivatives of leucoindophenols of. the formula:

i n, NHR

' Haj om IilH x,

(R includes hydrogen and alkyl; X means aphenolic radical) which areafter being dried and pulverized dark blue powders.

yielding dye-vats with a hot solution of sodium sulfid, being soluble inconcentrated sulfuric acid generally with a bluishcoloration; and dyeingunmordanted cotton blue shades fast to boiling, substantially asdescribed.

5. The herein described new sulfur dye being a sulfur. containingderivative of the leucoindophenol of the formula:

ts which dye is after being dried and pulverized a dark blue powdersoluble in'concentrated sulfuric acid with a reddish-blue coloration;and dyeing unmordanted cotton from a hydrosulfite vat in pure blueshades fast to boiling, substantially as described.

In testimony whereof we have hereunto set our hands in the presence oftwo subscribing Witnesses.

MAX BUFF. I [L. s.] ALFRED THAUSS. [It s] )Vitnesses ALBERT NUFER,FRANCES NUFER.

It in hereby certified that in Letters Pateht No. 1,175,230, grantedMarch 14, 1916, upon the application of Max Buff, of Vohwinkel, nearElberfcld, and Alfred Thauss, of Deutz, hear Cologne, Germany, for animprovement in Sulfur Colors, errors appeer in the printed specificationrequiring correction as follows: Page 1, line 12, for the Word surfurread sulfur; page 2, transpose lines 28 and 29; end

that the said Letters Patent should be read with these correctionstherein that the same mey conform to the record of the casein the PatentOflice.

Signed and sealed this 18th day of July, A. D., 1916.

[SEAL] R. F. WHITEHEAD,

Acting Commissioner of Patents.

